Private
If a date is marked as Private, it is reserved for a private group.
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Trip Itinerary
Welcome to Madison, the home of Trek Travel - a vibrant college town, foodie hub, and the best place on Earth for a self-guided bike tour.
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Where to Arrive
Airport:
Dane County Regional Airport (MSN)
Pick-up location:
Mansion Hill Inn, Madison
Pick-up time:
11:00 AM
Where to Depart
Airport:
Dane County Regional Airport (MSN)
Drop-off location:
Mansion Hill Inn, Madison
Drop-off time:
11:00 AM
Additional Arrival Information
We recommend flying into Dane County Regional Airport (MSN) in Madison which is approximately six miles from your hotel. American, Delta, Frontier, Sun Country, and United Airlines serve MSN. From just outside the baggage claim, you can take a taxi to the meeting location. Taxi rides from the airport to your hotel will cost approximately $20.
Alternatively, you can fly into Milwaukee Mitchell International Airport (MKE). Milwaukee International Airport is an easy drive (85 miles) to the Mansion Hill Inn. Milwaukee Mitchell International Airport is a hub for most major rental car companies. You may also book a shuttle from MKE to Mansion Hill Inn with GO Riteway (1-800-236-5450). Please call for shuttle pricing and booking options.
Your Trek Travel host will meet you at Mansion Hill Inn (424 N Pinckney St, Madison, WI 53703) at 11:00 AM on the first day of the trip. Depending on the number of guests booked for your departure date, it is possible we will ask you to shift your meeting time by approximately 30 minutes. Please have your riding gear readily accessible to avoid having to unpack your luggage. After a trip overview, you may change into your cycling gear where you will then be fitted to your Trek bike ensuring you will be comfortable for the week. Following a safety talk and a review of the details of the route, saddle up to begin the day's ride.
If you will be late for the pick-up or are going to miss it altogether, please inform your Trek Travel host by calling 608-453-3685. If you cannot reach them, please call the Trek Travel Office (866-464-8735), and leave a message with your expected arrival time and contact details.
Additional Departure Information
Your Trek Travel host will meet you at 11:00 AM at the Mansion Hill Inn to collect your bike and equipment. You may check out up until 12:00 PM. From here you may choose to extend your stay in the area or secure your transportation back to the Dane County Regional Airport or Milwaukee. Do not book flights departing before 3:00 PM.
Cycle through the University of Wisconsin Madison’s Arboretum
Overview
Welcome to the cultural capital of Wisconsin! Madison is in a class by itself as it is home to the University of Wisconsin and the State Capitol, as well as being considered a cycling capital of the United States. Your host will meet you at the luxurious, Trek-owned Mansion Hill Inn for a bike fit and trip overview at 11:00 AM. You'll then head off cycling the Capital City State Trail along Lake Monona (adjacent to Mendota) as you head towards the city of Fitchburg.... Welcome to the cultural capital of Wisconsin! Madison is in a class by itself as it is home to the University of Wisconsin and the State Capitol, as well as being considered a cycling capital of the United States. Your host will meet you at the luxurious, Trek-owned Mansion Hill Inn for a bike fit and trip overview at 11:00 AM. You'll then head off cycling the Capital City State Trail along Lake Monona (adjacent to Mendota) as you head towards the city of Fitchburg. Take your time, enjoy the ride, and choose to grab a bite or drink at Great Dane Pub and Brewing Co. if the mood strikes. When you’re ready, you’ll return to downtown Madison through the University of Wisconsin Madison’s Arboretum, rich in greenery. (In the spring enjoy the Arboretum's stunning cherry blossoms!) Celebrate your first evening in Madison by selecting from our long list of excellent farm-to-table, locally sourced restaurant menus in town. Read More
Hotel
Mansion Hill Inn
Meals included
Highlight of the Day
Ride Options
Ride Option 1
TODAY'S RIDE:
Madison to Fitchburg - Approximately 19 mi | 30 km and 794 ft | 242 m
Experience the Madison to Belleville Loop
Overview
Rise this morning to a delicious Mansion Hill Inn breakfast. This Victorian-inspired 10-room mansion was among the first homes in the city, and served as a primary residence of some of the city’s most notable citizens. Once you've fueled up, hop on your bike and head out to the charming town of Belleville. Today’s ride follows mostly flat, smooth roads with mild uphill climbs—just enough to get your heart pumping. Cruise along the rolling, rural roads that als... Rise this morning to a delicious Mansion Hill Inn breakfast. This Victorian-inspired 10-room mansion was among the first homes in the city, and served as a primary residence of some of the city’s most notable citizens. Once you've fueled up, hop on your bike and head out to the charming town of Belleville. Today’s ride follows mostly flat, smooth roads with mild uphill climbs—just enough to get your heart pumping. Cruise along the rolling, rural roads that also serve as the route for Ironman Wisconsin, as you experience quintessential Midwest scenery. On your way back towards Madison, stop in the artist’s enclave of Paoli, a popular meeting point for cyclists. Here you can grab a coffee and a snack from one of the eclectic cafes and visit the art galleries and antiques shops. Avid riders can continue on to the iconic, small Swiss town of New Glarus, with its chalets and European charm and the world-famous New Glarus Brewery, home to the one-and-only Spotted Cow farmhouse ale. Read More
Hotel
Mansion Hill Inn
Meals included
Breakfast
Highlight of the Day
Ride Options
Ride Option 1
TODAY'S RIDE:
Madison to Belleville Loop - Approximately 50 mi | 80 km and 1,865 ft | 568 m
Ride Option 2
SHORT OPTION:
Madison to Paoli Loop - Approximately 31 mi | 50 km and 989 ft | 301 m
Ride Option 3
AVID OPTION:
Madison to New Glarus - Approximately 64 mi | 102 km and 2,345 ft | 714 m
Ride quiet country roads in the heart of Wisconsin
Overview
Enjoy another world-famous breakfast at the Mansion Hill Inn, but don’t delay too much as there’s plenty of adventure ahead! Start your morning cycling along the shore of Lake Mendota in preparation of a rolling ride through green pastures and verdant farmland. Enjoy the quiet country roads and plenty of ups and downs as you soak in this idyllic scenery at your own pace. This evening continue to experience the true taste of the Badger state and pop into Fromagin... Enjoy another world-famous breakfast at the Mansion Hill Inn, but don’t delay too much as there’s plenty of adventure ahead! Start your morning cycling along the shore of Lake Mendota in preparation of a rolling ride through green pastures and verdant farmland. Enjoy the quiet country roads and plenty of ups and downs as you soak in this idyllic scenery at your own pace. This evening continue to experience the true taste of the Badger state and pop into Fromagination, a hip Capitol Square cheesemonger where you can find many of the Midwest’s most heralded cheeses. Or, head to The Old Fashioned, a Wisconsin-themed restaurant offering elevated takes on the state’s regional offerings in a retro-style tavern. Try the cheese curds, double-brat burger to cap off your last night with a delicious twist on a local classic. Read More
Hotel
Mansion Hill Inn
Meals included
Breakfast
Highlight of the Day
Ride Options
Ride Option 1
TODAY'S RIDE:
Madison to Indian Lake Loop - Approximately 46 mi | 74 km and 2,568 ft | 783 m
Ride Option 2
SHORT RIDE:
Madison to Missiouri Tavern Loop - Approximately 32 mi | 51 km and 1,569 ft | 478 m
Ride Option 3
AVID RIDE:
Madison to Black Earth - Approximately 61 mi | 98 km and 3,293 ft | 1,003 m
Take a farewell spin along the Capital City State Trail
Overview
There's no better way to spend your last morning in Madison than with another spin along the Capital City State Trail. This short morning ride follows city bike trails out along Lake Monona. Following your ride, enjoy a satisfying Mansion Hill breakfast, pack your bags, and head to the airport for your next adventure or for your journey home.
Meals included
Breakfast
Highlight of the Day
Ride Options
Ride Option 1
TODAY'S RIDE:
Madison to Monona Loop - Approximately 15 mi | 24 km and 459 ft | 140 m
If a date is marked as Private, it is reserved for a private group.
Don’t see exactly what you are looking for or looking for a custom date?
Call our trip consultants at 866-464-8735
Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.
Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.
These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.
On select cycling vacations, you’ll stay at a mix of Explorer and Luxury hotels. Rest assured, no matter which hotel level you’re at, our trip designers carefully select every accommodation.
Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).
Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).
Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).
Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).
Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).
Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).
Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).
Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).
Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).
Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).
Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).
Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).
Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.
Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.
Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.
Train like the pros in some of their favorite riding destinations.
See the pros in action at the biggest cycling events of the year.
Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.
Enjoy a bike tour on your schedule with just your chosen travel companions.
Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself